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Record W4417354488 · doi:10.1002/ange.202524825

50 Years of Giese Reaction – a Personal View

2025· article· en· W4417354488 on OpenAlexaff
Martin Spichty, Hendrik Zipse, Salem Majouri, Katharina M. Fromm, Bernd Giese

Bibliographic record

VenueAngewandte Chemie · 2025
Typearticle
Languageen
FieldChemistry
TopicRadical Photochemical Reactions
Canadian institutionsEncana (Canada)
FundersSchweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung
KeywordsRadicalSubstituentYield (engineering)HomogeneousIntermolecular forceReactivity (psychology)AlkeneAlkyl

Abstract

fetched live from OpenAlex

Abstract 50 years ago, a synthetic method was discovered, in which alkyl radical precursors, alkenes and hydrogen donors selectively yield 1:1:1‐addition products in cyclic chain reactions. This paved the way for many variants of three‐component syntheses, which became standard procedures for C,C‐bond formation. For successful syntheses the different chain carrying radicals have to follow reactivity and selectivity rules. This requires knowledge of the substituent influence on substrate‐, regio‐ and stereoselectivities of intermolecular radical reactions. These rules were experimentally elucidated, and the synthetic method was coined “Giese reaction”. 20 years after its discovery in the chemical laboratory, biologists observed that microorganisms use the same synthetic strategy, which triggered our studies on biological cells. Although chemical rules in laboratory vessels and biological cells are the same, their different set‐ups lead to very different features. Syntheses in homogeneous solution of a laboratory vessel is driven by kinetic effects. In contrast, most reactions in biological cells occur at protein/water interfaces, where thermodynamic interactions with enzymatic amino acids establish close contact between the educts. In addition, biochemical processes often start with metallo‐cofactors that generate the productive radicals at the interface by long‐distance electron transfer.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.208
Threshold uncertainty score0.875

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.015
GPT teacher head0.268
Teacher spread0.254 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations0
Published2025
Admission routes1
Has abstractyes

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